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Saving copy of the {{drugbox}} taken from revid 456679362 of page Doxapram for the Chem/Drugbox validation project (updated: 'DrugBank').
 
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{{short description|Medication used for stimulating respiration}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Doxapram|oldid=456679362}} 456679362] of page [[Doxapram]] with values updated to verified values.}}
{{drugbox
{{drugbox
| verifiedrevid = 443712190
| verifiedrevid = 461091361
| IUPAC_name = 1-ethyl-4- (2-morpholin-4-ylethyl)- 3,3-diphenyl-pyrrolidin-2-one
| IUPAC_name = 1-ethyl-4- (2-morpholin-4-ylethyl)- 3,3-diphenyl-pyrrolidin-2-one
| image = Doxapram.svg
| image = Doxapram.svg
| width = 201
| width = 201
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 3044
| ChemSpiderID = 3044
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 94F3830Q73
| UNII = 94F3830Q73
| smiles = O=C4N(CC)CC(CCN1CCOCC1)C4(c2ccccc2)c3ccccc3
| InChI = 1/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| smiles = O=C4N(CC)CC(CCN1CCOCC1)C4(c2ccccc2)c3ccccc3
| ChEMBL = 1754
| InChIKey = XFDJYSQDBULQSI-UHFFFAOYAU
| CASNo_Ref = {{cascite|correct|CAS}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| ChEMBL = 1754
| StdInChIKey = XFDJYSQDBULQSI-UHFFFAOYSA-N
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| CAS_number_Ref = {{cascite|correct|??}}
| StdInChI = 1S/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3
| CAS_number = 309-29-5
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| ATC_prefix = R07
| StdInChIKey = XFDJYSQDBULQSI-UHFFFAOYSA-N
| ATC_suffix = AB01
| CAS_number_Ref = {{cascite|correct|??}}
| ATC_supplemental =
| CAS_number = 309-29-5
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ATC_prefix = R07
| ChEBI = 681848
| ATC_suffix = AB01
| PubChem = 3156
| ATC_supplemental =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00561
| ChEBI = 681848
| KEGG_Ref = {{keggcite|correct|kegg}}
| PubChem = 3156
| KEGG = D07873
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00561
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07873
| C=24 | H=30 | N=2 | O=2
| C=24 | H=30 | N=2 | O=2
| bioavailability =
| molecular_weight = 378.507 g/mol
| protein_bound =
| bioavailability =
| metabolism =
| protein_bound =
| elimination_half-life =
| metabolism =
| pregnancy_category =
| elimination_half-life =
| legal_status = Rx only
| pregnancy_category =
| routes_of_administration = [[Intravenous therapy|Intravenous]]
| legal_status =
| routes_of_administration = [[Intravenous]]
}}
}}
'''Doxapram hydrochloride''' (marketed as '''Dopram''', Stimulex or Respiram) is a respiratory stimulant, or [[analeptic]]. Administered [[Intravenous therapy|intravenous]]ly, doxapram stimulates an increase in [[Lung volumes|tidal volume]], and [[respiration (physiology)|respiratory rate]].

==Mechanism of action==
[[File:Doxapram.JPG|thumb|alt=photograph of a vial of doxapram|A vial of doxapram]]

Doxapram stimulates [[chemoreceptor]]s in the [[Carotid body|carotid bodies]] of the carotid arteries, which in turn, stimulates the respiratory center in the [[brainstem]].

==Appearance==
Doxapram is a white to off-white, odorless, crystalline powder that is stable in light and air. It is soluble in water, sparingly soluble in alcohol and practically insoluble in ether. Injectable products have a pH from 3.5-5. [[Benzyl alcohol]] or [[chlorobutanol]] is added as a preservative agent in commercially available preparations.

==Uses==
Doxapram is used in [[Intensive care medicine|intensive care]] settings to stimulate the respiratory rate in patients with [[respiratory failure]]. It may be useful for treating respiratory depression in patients who have taken excessive doses of drugs such as [[opioid]]s which may fail to respond adequately to treatment with [[naloxone]].<ref>{{cite web | url = http://www.naabt.org/documents/packageinsert.pdf | title = Buprenorphine Drug Data Sheet | work = Reckitt Benckiser Pharmaceuticals, Inc. | date =}}</ref>

It is equally as effective as [[pethidine]] in suppressing shivering after [[surgery]].<ref>{{cite journal | vauthors = Singh P, Dimitriou V, Mahajan RP, Crossley AW | title = Double-blind comparison between doxapram and pethidine in the treatment of postanaesthetic shivering | journal = British Journal of Anaesthesia | volume = 71 | issue = 5 | pages = 685–688 | date = November 1993 | pmid = 8251281 | doi = 10.1093/bja/71.5.685 | doi-access = free }}</ref>

Doxapram has been used as a reversal agent after general anesthesia in captive [[Elasmobranchii|sharks and rays]], but it must be used with caution, as the animals can become excitatory as a [[side effect]].<ref>{{cite book | vauthors = Smith MF | title=The Elasmobranch Husbandry Manual II: Recent Advances in the Care of Sharks, Rays and Their Relatives | publisher=Ohio Biological Survey | year=2017 |page=292| url=https://books.google.com/books?id=TlJhzgEACAAJ | access-date=2022-03-30}}</ref>

==Side effects==
Side effects include [[Hypertension|high blood pressure]], [[anxiety]], [[Tachycardia|rapid heart rate]], [[tremor]], [[Perspiration|sweating]], and [[vomiting]]. [[Seizure|Convulsions]] have been reported. Its use is relatively contraindicated in people with [[coronary artery disease]], [[epilepsy]], and high blood pressure. It is also contraindicated in newborns and small children, mainly due to the presence of [[benzyl alcohol]], which is included as a preservative.

==See also==
* [[Pentethylcyclanone]] (similar structure)

==References==
{{Reflist}}

{{Respiratory stimulants}}

[[Category:Respiratory agents]]
[[Category:Pyrrolidones]]
[[Category:4-Morpholinyl compounds]]